EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

ethyl vinyl ether
1-ethoxyethylene

Supplier Sponsors

Name:ethenoxyethane
CAS Number: 109-92-2Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:203-718-4
FDA UNII: 6235C9592H
Nikkaji Web:J2.440F
Beilstein Number:0605351
MDL:MFCD00009248
XlogP3:1.00 (est)
Molecular Weight:72.10696000
Formula:C4 H8 O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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PubMed:Search
NCBI:Search
FDA Mainterm (IAUFC):109-92-2 ; ETHYL VINYL ETHER
 
Physical Properties:
Appearance:colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity:0.75100 to 0.75700 @ 20.00 °C.
Pounds per Gallon - (est).: 6.256 to 6.306
Refractive Index:1.37500 to 1.37800 @ 20.00 °C.
Boiling Point: 35.50 °C. @ 760.00 mm Hg
Vapor Pressure:581.400000 mmHg @ 25.00 °C. (est)
Flash Point: -50.00 °F. TCC ( -45.56 °C. )
logP (o/w): 1.040
Soluble in:
 water, 1.00E+04 mg/L @ 25 °C (exp)
 water, 1.741e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BASF
Ethylvinylether
Connect Chemicals
Ethyl Vinyl Ether
EMD Millipore
For experimental / research use only.
Ethyl Vinyl Ether
M&U International
Ethyl Vinyl Ether (EVE), Kosher
Santa Cruz Biotechnology
For experimental / research use only.
Ethyl vinyl ether
Shiva Chemicals and Pharmaceuticals
Vinyl Ethyl Ether
Sigma-Aldrich: Aldrich
For experimental / research use only.
Ethyl vinyl ether
contains 0.1% KOH as stabilizer, 99%
Sunaux International
Ethyl Vinyl Ether
TCI AMERICA
For experimental / research use only.
Ethyl Vinyl Ether (stabilized with KOH) >98.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 8160 uL/kg
American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.

Dermal Toxicity:
skin-rabbit LD50 > 20 mL/kg
Union Carbide Data Sheet. Vol. 11/15/1971

skin-rat LD50 > 20000 mg/kg
GAF Material Safety Data Sheet.

Inhalation Toxicity:
inhalation-mouse LC50 324000 mg/m3/15M
BEHAVIORAL: GENERAL ANESTHETIC
Anesthesiology. Vol. 11, Pg. 455, 1950.

inhalation-rat LCLo 16000 ppm/4H
Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 343, 1949.

 
Safety in Use Information:
Category:
information only not used for fragrances or flavors
Recommendation for ethyl vinyl ether usage levels up to:
 not for fragrance use.
 
Recommendation for ethyl vinyl ether flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
NIOSH International Chemical Safety Cards:search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):109-92-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8023
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
ethenoxyethane
Chemidplus:0000109922
EPA/NOAA CAMEO:hazardous materials
RTECS:109-92-2
 
References:
 ethenoxyethane
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:109-92-2
Pubchem (cid):8023
Pubchem (sid):134974010
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
YMDB (Yeast Metabolome Database):YMDB01335
Export Tariff Code:2909.19.1800
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 ethene, ethoxy
 ethenoxyethane
 ethenyl ethyl ether
 ether, vinyl ethyl
 ethoxyethene
1-ethoxyethene
 ethoxyethylene
1-ethoxyethylene
 ethoxythylene
 ethyl ethenyl ether
 ethylvinylether
 vinamar
 vinyl ethyl ether
 vinyl ethyl ether, inhibited [UN1302] [Flammable liquid]
((vinyl)oxy)ethane
 

Articles:

US Patents:3,963,783 - 4-Methyl-8-vinyl-4,7- and -4,8-nonadienals
PubMed:Concise and high-yield synthesis of T808 and T808P for radiosynthesis of [(18)F]-T808, a PET tau tracer for Alzheimer's disease.
US Patents:3,979,425 - Process for the preparation of unsaturated aldehydes
PubMed:Diastereoselective synthesis of nitroso acetals from (S,E)-γ-aminated nitroalkenes via multicomponent [4 + 2]/[3 + 2] cycloadditions promoted by LiCl or LiClO4.
PubMed:Substituent effects on oxidation-induced formation of quinone methides from arylboronic ester precursors.
PubMed:Continuous-flow synthesis of monoarylated acetaldehydes using aryldiazonium salts.
PubMed:tBu or not tBu?
PubMed:Identification of epoxide functionalities in protonated monofunctional analytes by using ion/molecule reactions and collision-activated dissociation in different ion trap tandem mass spectrometers.
PubMed:Quinone methide generation via photoinduced electron transfer.
PubMed:Experimental and theoretical study of the 2-alkoxyethylidene rearrangement.
PubMed:Absolute assignment of constitutional isomers via structurally diagnostic fragment ions: the challenging case of α- and β-acyl naphthalenes.
PubMed:Dual reactivity of hydroxy- and methoxy- substituted o-quinone methides in aqueous solutions: hydration versus tautomerization.
PubMed:α-Chloro-β,γ-ethylenic esters: enantiocontrolled synthesis and substitutions.
PubMed:Photoarylation of alkenes and heteroaromatics by dibromo-BINOLs in aqueous solution.
PubMed:Concise syntheses of (-)-galanthamine and (+/-)-codeine via intramolecular alkylation of a phenol derivative.
PubMed:Quinone methides tethered to naphthalene diimides as selective G-quadruplex alkylating agents.
PubMed:Reactions of an intramolecular frustrated Lewis pair with unsaturated substrates: evidence for a concerted olefin addition reaction.
PubMed:Photochemical generation and the reactivity of o-naphthoquinone methides in aqueous solutions.
PubMed:Selective arylation, alkenylation, and cyclization of dibromonaphthols, using visible light, via carbene intermediates.
PubMed:Recognition and resolution of isomeric alkyl anilines by mass spectrometry.
PubMed:Photolabile protection of alcohols, phenols, and carboxylic acids with 3-hydroxy-2-naphthalenemethanol.
PubMed:Lewis acid-catalyzed intermolecular [4 + 2] cycloaddition of 3-alkoxycyclobutanones to aldehydes and ketones.
PubMed:Au(I)-catalyzed efficient synthesis of functionalized bicyclo[3.2.0]heptanes.
PubMed:Novel unsaturated sucrose ethers and their application as monomers.
PubMed:Enantioselective 1,3-dipolar cycloaddition of nitrones with ethyl vinyl ether: the difference between Brønsted and Lewis acid catalysis.
PubMed:Novel naphthalene diimides as activatable precursors of bisalkylating agents, by reduction and base catalysis.
PubMed:A stereoselective synthesis of 6,6,6-trifluoro-L-daunosamine and 6,6,6-trifluoro-L-acosamine.
PubMed:An efficient synthesis of novel pyrano[2,3-d]- and furopyrano[2,3-d]pyrimidines via indium-catalyzed multi-component domino reaction.
PubMed:Kinetic study of the gas-phase reactions of OH and NO3 radicals and O3 with selected vinyl ethers.
PubMed:Hydroxy-1-aminoindans and derivatives: preparation, stability, and reactivity.
PubMed:Rate coefficients and equilibrium constant for the CH2CHO + O2 reaction system.
PubMed:Catalytic enantioselective three-component hetero-[4+2] cycloaddition/allylboration approach to alpha-hydroxyalkyl pyrans: scope, limitations, and mechanistic proposal.
PubMed:Building addressable libraries: spatially isolated, chip-based reductive amination reactions.
PubMed:Reactions of the peroxo intermediate of soluble methane monooxygenase hydroxylase with ethers.
PubMed:Inhibition of diethyl ether degradation in Rhodococcus sp. strain DEE5151 by glutaraldehyde and ethyl vinyl ether.
PubMed:Generation of arylnitrenium ions by nitro-reduction and gas-phase synthesis of N-heterocycles.
PubMed:CYP 17 and CYP 19 inhibitors. Evaluation of fluorine effects on the inhibiting activity of regioselectively fluorinated 1-(Naphthalen-2-ylmethyl)imidazoles.
PubMed:Building addressable libraries: the use of electrochemistry for generating reactive Pd(II) reagents at preselected sites on a chip.
PubMed:Mechanism and activity of ruthenium olefin metathesis catalysts: the role of ligands and substrates from a theoretical perspective.
PubMed:Gas-phase reactions for selective detection of the explosives TNT and RDX.
PubMed:A novel two-carbon homologation with N-vinylacetamides and ethyl vinyl ether as acetaldehyde anion equivalents in the synthesis of 9H-xanthene, 9H-thioxanthene, and 9,10-dihydro-9-acridine carboxaldehydes.
PubMed:Exclusive formation of alpha-methyleneoxetanes in ketene-alkene cycloadditions. Evidence for intervention of both an alpha-methyleneoxetane and the subsequent 1,4-zwitterion.
PubMed:Gas-phase polar [4+ + 2] cycloaddition with ethyl vinyl ether: a structurally diagnostic ion-molecule reaction for 2-azabutadienyl cations.
PubMed:Catalyst-controlled inverse-electron-demand hetero-Diels-Alder reactions in the enantio- and diastereoselective synthesis of iridoid natural products.
PubMed:Photochemistry of cyclic vicinal tricarbonyl compounds. Laser flash photolysis study of the reaction of indane-1,2,3-trione and its 5-methoxy derivative with olefins.
PubMed:Regioselective photocycloaddition of pyridine derivatives to electron-rich alkenes.
PubMed:A synthesis of the phenolic lipid, 3-[(Z)-pentadec-8-enyl] catechol, (15:1)-urushiol.
PubMed:Uncatalyzed [4 + 2] cycloadditions of 3-nitrocoumarins with vinyl ethers in solventless conditions. A new entry to chromene derivatives.
PubMed:Hetero-Diels-Alder reactions of alpha-aryl-beta-monohalo-alpha-nitrosoethylenes: diastereoselective synthesis of 6-substituted 3-aryl-4-halo-5,6-dihydro-4H-1,2-oxazines.
PubMed:A Facile Access to Polycyclic Homo- and Heteroaromatic Hydrocarbons Based on the Ceric Ammonium Nitrate-Promoted Oxidative Addition of 3-Aryl-1-[(trimethylsilyl)oxy]cyclohexenes to Ethyl Vinyl Ether.
PubMed:A New Cycloaddition Process Involving Nitro Group Participation in Polynitroaromatic Chemistry.
PubMed:Regio- and endo-selective
PubMed:New blocking method for the hydroxyl group on carbohydrate. Determination of the O-acylated position of the modified glycolipid.
PubMed:Biocatalytic plastics as active and stable materials for biotransformations.
PubMed:Ultrasound effects on photochemical reactions, part 1: photochemical reactions of ketones with alkenes.
PubMed:Acid-Catalyzed Hydration of anti-Sesquinorbornene.
PubMed:Reactivity of N-Phenyl-1-Aza-2-Cyano-1,3-Butadienes in the Diels-Alder Reaction.
PubMed:Convenient Synthesis of Julolidines Using Benzotriazole Methodology.
PubMed:Quality improvement of spray-dried, protein-loaded D,L-PLA microspheres by appropriate polymer solvent selection.
PubMed:Fast atom bombardment tandem mass spectrometry employing ion-molecule reactions for the differentiation of phospholipid classes.
PubMed:Comparative studies on the metabolism and mutagenicity of vinyl ethers.
PubMed:The effect of anaesthetic agents on cerebral cortical responses in the rat.
PubMed:The release of monovalent counterions by addition of divalent countemons to aqueous solutions of maleic acid copolymer.
PubMed:Glycosides for testing glycosidases: vinyl, 1-ethoxyethyl, and 1-ethoxybut-3-enyl D-glucopyranosides.
PubMed:Dielectric dispersion of alternating copolymers of maleic acid.
PubMed:Sister chromatid exchanges induced by inhaled anesthetics.
PubMed:Glucuronic acid conjugates of bilirubin-IXalpha in normal bile compared with post-obstructive bile. Transformation of the 1-O-acylglucuronide into 2-, 3-, and 4-O-acylglucuronides.
PubMed:An investigation into the hepatic cytochrome P-450 catalysed metabolism of the anaesthetic fluroxene (2,2,2-trifluoroethyl vinyl ether).
PubMed:Obstetrical anesthesia with ethyl vinyl ether and oxygen.
PubMed:The anesthetic effects of ethyl vinyl ether, divinyl ether, and diethyl ether on mice.
PubMed:Ethyl vinyl ether in dental anesthesia: preliminary study.
PubMed:Ethyl vinyl ether: pharmacological and clinical evaluation.
PubMed:Clinical and laboratory experience with ethyl vinyl ether.
PubMed:Anesthesia; the anesthetic action of ethyl vinyl ether.
 
Notes:
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